反应详情

温度

-78 °C

To a suspension of (3,3,3-trifluoropropyl)-triphenylphosphonium iodide (105 g, 20.6 mmol) in THF (40 mL) at −78° C. was added slowly a solution of lithium bis(trimethylsilyl)amide (1.0 M in THF, 41.2 mL) through an addition funnel under nitrogen. The resulting mixture was stirred at −78° C. for 15 min followed by dropwise addition of a solution of ethylchloroformate (3.92 mL, 41.2 mmol) in THF (40 mL). The reaction mixture was then allowed to warm up to 25° C. while stirring. The reaction mixture was partitioned between EtOAc (300 mL) and brine (300 mL). The organic layer was dried over Na2SO4 and evaporated in vacuo to afford a crude solid which was purified by flash chromatography (EtOAc:hexanes 1:1) to provide a light tan solid (7.18 g) in 81% yield. Mass Spectrum (+ESI): 431 [M+H]+.

1. temperatureto warm up to 25° C.
2. stirringwhile stirring
3. customThe reaction mixture was partitioned between EtOAc (300 mL) and brine (300 mL)
4. dry with materialThe organic layer was dried over Na2SO4
5. customevaporated in vacuo
6. customto afford a crude solid which
7. customwas purified by flash chromatography (EtOAc:hexanes 1:1)